Serve as a CalypsoAI product specialist within F5’s enterprise go-to-market organization
Partner closely with F5 enterprise account teams to drive new revenue and expand existing customer relationships
Own and influence complex enterprise sales cycles, from discovery and technical validation through negotiation and close
Engage C-level and senior stakeholders (CISO, CIO, CTO, AI/ML leaders, Risk & Compliance)
Translate CalypsoAI’s technical capabilities into compelling business, security, and risk outcomes
Lead tailored product demonstrations, executive presentations, and proof-of-value engagements
Convert inbound enterprise demand into closed new business
Manage pipeline, forecasting, and deal strategy while helping mature the enterprise sales playbook
Capture customer feedback and market insights to influence product roadmap and GTM strategy

4+ years of experience in enterprise software sales, ideally in cybersecurity, infrastructure, or AI-related solutions
Background in cybersecurity or selling security solutions is a strong advantage, particularly experience engaging with CISOs, security architects, and risk teams
Proven success selling complex, high-value solutions into large enterprise environments
Experience operating as a product-focused seller or overlay specialist in partnership with core account teams
Strong experience engaging senior decision-makers within large, matrixed organizations
Solid grounding in qualification and value-based selling methodologies (MEDDIC, Command of the Message preferred)
Ability to operate effectively in fast-paced, evolving environments while navigating enterprise-scale processes
Familiarity with LinkedIn Sales Navigator, HubSpot, and modern enterprise sales technology stacks
Excellent communication skills with the ability to influence both technical and executive audiences
Comfortable working to targets and managing pressure with professionalism and integrity
Prior startup, scale-up, or post-acquisition integration experience is a plus
Strong interest in AI, cybersecurity, and emerging enterprise technologies; knowledge of Generative AI and LLM ecosystems is a strong advantage.

Enterprise Account Executive

Key skills